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Guest house holiday rentals in Cape Winelands District Municipality

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Top-rated guest house rentals in Cape Winelands District Municipality

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the cottage features a white facade with black window frames. A shaded patio is accessible through glass doors, complete with outdoor seating and an umbrella. A stone wall adds a decorative element, complemented by surrounding greenery and a tree.
Guest house in Montagu
4.99 out of 5 average rating, 221 reviews

Pecan Tree Cottage

Perfect couples retreat in the beautiful village of Montagu, surrounded by breathtaking mountain scenery. Within walking distance of the town centre. Hike the nature trails right on your doorstep, or simply lap up the tranquility in our fully fitted and comfortable little cottage. Explore the amazing attractions the Langeberg area has to offer, and after a long day in the heat of the Little Karoo, relax with a glass of local wine and enjoy the African sun set from the private pool. Just Amazing!

Guest favourite
A scenic view showcases Obiekwa Country House surrounded by a well-established indigenous garden. The property features a covered patio and swimming pool, with mountains providing a tranquil backdrop. The image captures the serene rural setting and proximity to vineyards.
Guest house in Riebeek-Kasteel
4.85 out of 5 average rating, 158 reviews

Obiekwa Country House

Obiekwa Country House is located in the picturesque, quaint village of Riebeek Kasteel; with its wine estates and gourmet restaurants. It is set in a quiet cul-de-sac and overlooking an adjoining vineyard. Although it is set in peaceful, rural surroundings, It is a fifteen minute walk to the village square. NO LOADSHEDDING A solar energy system is in place. Please note that advertised prices are for 2 persons sharing a bedroom. If 2 guests would like 2 bedrooms, please book for 3 people.

Top guest favourite
A spacious suite features a comfortable sleeping area with a wooden headboard, flanked by soft lighting. A light-colored couch with patterned accents and a desk are visible, offering a functional living space. Large windows provide ample natural light, with views of greenery outside.
Guest house in Swellendam
5 out of 5 average rating, 111 reviews

River Superior Suites

Superior, air conditioned suites (2) facing the Langeberg mountains. Each suite consists of a spacious, separate bathroom with walk in shower, bath & heated towel rail, couch, working area and kitchenette. Private patio seating area with umbrella. 43" Smart TV, very fast Wi-Fi, Microwave oven, Snappy Chef induction stove, Nespresso coffee machine with coffee pods, milk & homemade rusks. Access to garden, BBQ fire pit area, river & hiking trails. Walking distance to shops & restaurants.

Top guest favourite
An airy bedroom features a wooden sleigh bed draped with delicate sheer fabric. Natural light floods the space through nearby balcony doors, revealing exposed wooden beams that enhance the height of the ceiling. A bedside table and lamp complement the warm tones of the room.
Guest house in Riebeek-Kasteel
4.97 out of 5 average rating, 78 reviews

Silky Oaks Couples Retreat

Silky Oaks isn't just a place to visit; it's a personal hideaway immersed in the stunning landscapes of Riebeek Valley. Our self-catering accommodation is meticulously designed to create an atmosphere of serenity, providing you with the perfect escape from the frantic pace of daily life. Whether you're seeking a romantic excursion, eager to discover local sights, or simply yearning for a break, Silky Oaks in Riebeek Kasteel stands as the ultimate destination for a peaceful getaway.

Guest favourite
A spacious lounge area features a round dining table surrounded by upholstered chairs. An elegant work desk is located against the wall, complemented by a lamp and decorative flowers. Light filters through two large windows, showcasing the room's neutral decor and wooden accents.
Guest house in Cape Town
4.93 out of 5 average rating, 45 reviews

One Oak Guest House (solar powered)

One Oak Guest House offers a private and exclusive "home away from home" nestled in the Cape Wine lands. This spacious Guest House has a Beautifully decorated main suite opening up onto family room area which is both elegant and luxurious. The terrace overlooks a garden. Guests can enjoy complimentary wifi , Showmax and Netflex - bathroom amenities - kitchenette (microwave/fridge /Kettle)-Mini bar - Laundry and ironing facilities on request - wine and day tours can be arranged.

Guest favourite
A spacious sleeping area features a large bed adorned with neutral-toned pillows. Warm light is provided by two bedside lamps, while a window with brown trim offers a view of the greenery outside. Textured wooden beams are visible on the ceiling.
Guest house in Swellendam
4.85 out of 5 average rating, 105 reviews

Granny Kitsch Cottage, Swellendam Historic Distric

Nestled in the charming historic district, our quaint granny cottage awaits you within strolling distance of delightful restaurants and popular tourist attractions. Set in a lush garden, this kitschy gem ensures absolute privacy, creating a tranquil retreat for your stay. A pool, garden patio, Wi-Fi, basic kitchenette, bathroom with both bath and shower, air conditioning, free parking, inverter, a luxurious king size bed and a charming fireplace - what more could one wish for?

Top guest favourite
A rustic stone cottage is set against a backdrop of rolling hills. A circular plunge pool is surrounded by vibrant pink flowers. Lounge chairs are positioned nearby, with a shaded outdoor area featuring a dining table and open fireplace, complementing the serene landscape.
Guest house in Robertson
4.93 out of 5 average rating, 90 reviews

Tierhoek Cottages Stone Cottage

One-bedroom, very private romantic cottage with king-size bed and open fire place. Victorian bath for two, exotic out-side shower. Fully-equipped kitchen with fridge, braai and gas stove. An elegant sitting-room with open fireplace. French doors open onto a shaded stoep with a braai place. A deep plunge-pool leads off the stoep and some of some of the most amazing views we can offer. The cottage is not serviced and we will do our best not to bother you at all.

Guest favourite
A sleeping area features a metal bed frame with a spacious bed dressed in white linens. Decorative pillows add subtle color, complemented by a throw blanket draped across the foot. A bedside table holds a reading lamp, and large glass doors offer natural light.
Guest house in Cape Town
4.9 out of 5 average rating, 135 reviews

Greenway Cottage

Stunning self contained cottage offering easy access to Strand Beach, the world renowned Cape Winelands, extensive mountain biking and trail running/hiking trails and local shops. The cottage is situated on a family property, but feel free to enjoy the beautiful garden. We have two very friendly dogs who are not allowed in the cottage but have free range of the garden. If you don’t like, or are frightened of dogs, please consider carefully before booking.

Top guest favourite
Guest house in Villiersdorp
4.98 out of 5 average rating, 125 reviews

Kliprivier Cottage

Situated on a working fruit and wine farm beneath the beautiful Stettyn Mountains, Kliprivier Cottage offers vineyard views and a peaceful farm atmosphere. We’re conveniently located just across the road from the Stettyn Family Vineyards tasting room, where you can enjoy award-winning wines and cheese platters. Outdoor lovers will appreciate the MTB and running trails, as well as our tranquil dam, ideal for bass fishing or birding.

Top guest favourite
An outdoor seating area is featured, containing a round black table accompanied by two patterned chairs. Sunlight filters through the modern wooden slats overhead, highlighting the lush green lawn and distant mountain views.
Guest house in Stellenbosch
4.96 out of 5 average rating, 110 reviews

Guesthouse in the Winelands

Welcome to your stylish retreat in the Stellenbosch Winelands, just a short drive from Cape Town. The property offers spectacular views of the surrounding vineyards. The tastefully furnished property has a practical kitchenette with fridge and microwave oven. The stylish bathroom is equipped with a rain shower and invites you to relax. Perfect for travelers seeking comfort and elegance in a scenic setting.

Guest favourite
The image captures a well-maintained garden featuring various trees and flowering shrubs, with a backdrop of majestic mountains under a clear blue sky. Lush greenery frames the scene, creating a serene and natural environment.
Guest house in Swellendam
4.91 out of 5 average rating, 107 reviews

Swellendam Guesthouse - Bukkenburg

A beautiful luxury two bedroom, self-catering guest cottage in a delightful country garden for those who like their own space - halfway between Cape Town and the Garden Route in South Africa. Set in the garden of the Heritage House Bukkenburg, in the historic heart of Swellendam, which is also the home, studio and gallery of prominent South African Studio Potters, David Schlapobersky and Felicity Potter.

Guest favourite
Guest house in Riebeek-Kasteel
5 out of 5 average rating, 5 reviews

Ommi Hoek Cottage with Wood Fired Hot Tub

Spacious one-bedroom garden cottage in the heart of Riebeek Kasteel, styled in modern elegant décor. Enjoy a wood-fired hot tub, lush garden views from the verandah, smart TVs in both bedroom and living room, WiFi and dedicated workspace, gas bbq and a fire place. Private undercover parking — all within walking distance of shops and restaurants. Perfect for a romantic or relaxing escape.

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